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Middleburg Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Middleburg holiday rentals

A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

1. Rural & Historic Detour Escape w/ Horses On-Site!

Rural & Historic Detour Escape w/ Horses On-Site!
Detour
9.0 out of 10, Wonderful, (8 reviews)
"Lovely! Our host was gracious and helpful. Property was ideal for our family getaway. i’m"
United States
Mary F.
The price is HK$950
HK$3,427 total
includes taxes & fees
14 Oct - 15 Oct
Rural & Historic Detour Escape w/ Horses On-Site!
A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

2. Rural & Historic Detour Escape w/ Horses On-site!

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
The price is HK$1,279
HK$3,391 total
includes taxes & fees
14 Oct - 15 Oct
Rural & Historic Detour Escape w/ Horses On-site!
A bedroom with a bed, a bedside table with a lamp, a window with a view, and a decorative wall piece.

3. Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (36 reviews)
"Great location, clean place. "
United States
Warren B.
The price is HK$589
HK$1,739 total
includes taxes & fees
6 Oct - 7 Oct
Cozy, dog-friendly, downtown
A building with a mural of a man playing a trumpet, a clock tower, and a street with a no parking sign.

4. Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
Frederick
10.0 out of 10, Exceptional, (52 reviews)
"Great lodging and communicative host"
United States
Peggy D.
The price is HK$769
HK$2,138 total
includes taxes & fees
6 Oct - 7 Oct
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
A storefront with a large glass window, a wooden door, and a brick sidewalk.

5. Huge 1br apt, baby-friendly, dogs, walkable downtown

Huge 1br apt, baby-friendly, dogs, walkable downtown
Downtown Frederick
10.0 out of 10, Exceptional, (12 reviews)
"Great location for a peaceful solo night away -- thanks!"
United States
Kristina S.
Huge 1br apt, baby-friendly, dogs, walkable downtown
A kitchen with a dishwasher, a sink, and a stove. There are pots hanging above the sink and a window with a view of greenery outside.

6. Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (70 reviews)
"Wonderfully remodeled spot, great amenities, extremely close to downtown, was perfect for our trip!"
United States
Andrew F.
The price is HK$953
HK$2,084 total
includes taxes & fees
13 Oct - 14 Oct
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
A bathroom with a towel rack, a mirror, a sink, and a potted plant.

7. Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Highfield-Cascade
10.0 out of 10, Exceptional, (7 reviews)
The price is HK$897
HK$1,783 total
includes taxes & fees
19 Oct - 20 Oct
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
A compact kitchen with a coffee machine, microwave, and a small cart with kitchen tools.

8. Patty's Place - Private and Convenient Apartment near Downtown

Patty's Place - Private and Convenient Apartment near Downtown
Frederick
10.0 out of 10, Exceptional, (17 reviews)
"Place was perfect and tbe location great. East in and out town..or to get to down town"
United States
Andrew
The price is HK$582
HK$1,732 total
includes taxes & fees
11 Oct - 12 Oct
Patty's Place - Private and Convenient Apartment near Downtown
A room with a blue wall, a wooden dining table, a blue sofa, a white fireplace, and a window with white curtains.

9. Huge, Downtown, Walkable, Coffee, Breweries, Dogs

Huge, Downtown, Walkable, Coffee, Breweries, Dogs
Downtown Frederick
10.0 out of 10, Exceptional, (3 reviews)
"Very comfortable and convenient stay with responsive hosts. Great amenities for longer stays with the w/d. Will be back!"
United States
Dave T.
Huge, Downtown, Walkable, Coffee, Breweries, Dogs
A bedroom with a wooden bed, a window with blinds, a bedside lamp, and a radiator.

10. Shamrock Loft | Market St Frederick, MD

Shamrock Loft | Market St Frederick, MD
Downtown Frederick
The price is HK$644
HK$848 total
includes taxes & fees
26 Oct - 27 Oct
Shamrock Loft | Market St Frederick, MD
A wooden deck with a fire pit, outdoor furniture, and string lights.

11. Green Street Oasis – Walk to Downtown Westminster - Pet Friendly

Green Street Oasis – Walk to Downtown Westminster - Pet Friendly
Westminster
8.4 out of 10, Very good, (8 reviews)
"The stay was nice and as advertised. It was a little noisy at night with the split house and close neighbors, but it was a nice place. "
United States
Payson D.
The price is HK$3,057
HK$3,682 total
includes taxes & fees
6 Oct - 7 Oct
Green Street Oasis – Walk to Downtown Westminster - Pet Friendly
A hot tub with a waterfall feature, surrounded by a wooden deck and lush greenery.

12. Apple Blossom Cottage Of Gettysburg. Hot Tub is an Add on Fee

Apple Blossom Cottage Of Gettysburg. Hot Tub is an Add on Fee
Orrtanna
9.8 out of 10, Exceptional, (346 reviews)
"Everything was perfect, great peaceful stay "
United States
Tony K.
The price is HK$934
HK$1,898 total
includes taxes & fees
7 Oct - 8 Oct
Apple Blossom Cottage Of Gettysburg. Hot Tub is an Add on Fee
A house with a covered porch, two wicker chairs, a welcome sign, and a hanging flower basket.

13. Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.

Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
Blue Ridge Summit
9.6 out of 10, Exceptional, (19 reviews)
"Great spot close to the wedding venue!!"
United States
Alfred T.
The price is HK$580
HK$1,464 total
includes taxes & fees
12 Oct - 13 Oct
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
A brick building with a waterfall feature in front.

14. New townhouse

New townhouse
Frederick
9.6 out of 10, Exceptional, (12 reviews)
"We had a great time. It was perfect for us. I would highly recommend it to others and would not hesitate to return there when back in the area. "
United States
Tereasa G.
The price is HK$1,434
HK$3,366 total
includes taxes & fees
14 Oct - 15 Oct
New townhouse
A modern kitchen with grey cabinets, a central island, and pendant lighting.

15. Luxury Condo In Downtown Frederick

Luxury Condo In Downtown Frederick
Downtown Frederick
9.2 out of 10, Wonderful, (98 reviews)
"Very clean, had everything we needed and close to shopping and restaurants. "
United States
Kathy S.
The price is HK$1,194
HK$2,646 total
includes taxes & fees
6 Oct - 7 Oct
Luxury Condo In Downtown Frederick
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

16. Modern Condo Right off Market Street

Modern Condo Right off Market Street
Downtown Frederick
9.2 out of 10, Wonderful, (103 reviews)
"Great place!"
United States
Danielle G.
The price is HK$1,292
HK$2,626 total
includes taxes & fees
7 Oct - 8 Oct
Modern Condo Right off Market Street
A modern kitchen with dark cabinets, a large island with stools, a stainless steel refrigerator, and a built-in oven.

17. Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (22 reviews)
"It was a great place to relax, sleep and come home to after busy days in Frederick area. We would definitely stay here again!"
United States
Janice M.
The price is HK$1,672
HK$3,876 total
includes taxes & fees
11 Oct - 12 Oct
Newly constructed 6 bedroom home
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a table and chairs.

18. Gray Getaway

Gray Getaway
Gettysburg Historic District
10.0 out of 10, Exceptional, (10 reviews)
"Lovely accommodations- clean and modern as well as being a great location in downtown Gettysburg. Hope to stay again in the future."
United States
Carol M.
The price is HK$981
HK$2,728 total
includes taxes & fees
1 Nov - 2 Nov
Gray Getaway
A glass-top table with a metal frame, a white cushioned chair, and a vase with sunflowers on a windowsill.

19. RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Downtown Frederick
9.2 out of 10, Wonderful, (141 reviews)
"Very old but lovely building. Great parking and patio."
United States
Jennifer W.
The price is HK$1,099
HK$2,446 total
includes taxes & fees
1 Nov - 2 Nov
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middleburg Hotel Reviews

Americas Best Value Inn Gettysburg

Americas Best Value Inn Gettysburg

10/10 Excellent
"Room was spacious with a nice comfortable bed. A iron and board. Refrigerator, microwave, coffee maker in room. The grounds were cleaned daily. The couple that cleaned our room was so friendly and so helpful, I feel as if I left friends behind. Very close to a grocery store. A small mall. Only a couple miles to the historical section of gettysburg. If we get back to the area, we will definitely stay again."
Barry 8-night trip
Posted 1 hour ago
Americas Best Value Inn Gettysburg

Find out more about Middleburg

Search for holiday rentals in Middleburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Middleburg using one of the methods below:

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Look no further and take a look at our great range of rental properties in Middleburg!

Frequently asked questions

Are there holiday rentals in Middleburg?

Yes, there are holiday rentals close to the most popular sights in Middleburg, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Middleburg has to offer?

Unique Gettysburg Barn Loft central to Gettysburg and Ski Liberty!: This holiday home rental outside of Middleburg offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

What’s there to see and do in Middleburg?

Explore the area and family-friendly sights such as Catoctin Wildlife Preserve and Zoo, or get out into nature at a spot like Union Mills Homestead Park. In the wider area, you’ll find National Fallen Firefighters Memorial and National Shrine Grotto of Lourdes.

What’s a holiday rental in Middleburg like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleburg. Holiday rentals feature extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.